Kinetics of a 1,3-CH carbene insertion reaction: tert-butylchlorocarbene

1990 ◽  
Vol 112 (14) ◽  
pp. 5642-5644 ◽  
Author(s):  
Robert A. Moss ◽  
Guo Jie Ho
2021 ◽  
Author(s):  
Wengang Guo ◽  
Hai Huang ◽  
Jianwei Sun

Described here is the first organocatalytic asymmetric N−H insertion reaction of α-carbonyl sulfoxonium ylides. Without a metal catalyst, this reaction represents an attractive complement to the well-established carbene insertion reactions....


A versatile stereocontrolled total synthesis of thienamycin starting from L-aspartic acid is reported. Stereocontrol is achieved by potassium tri- sec -butylborohydride reduction of a thermodynamically formed 3α-acetylazetidinone intermediate. The key [3.2.0] bicyclic ring system is prepared by a metal catalyzed carbene insertion reaction.


1975 ◽  
Vol 4 (9) ◽  
pp. 957-960 ◽  
Author(s):  
Naotake Takaishi ◽  
Yoshiaki Fujikura ◽  
Yoshiaki Inamoto ◽  
Hiroshi Ikeda

1972 ◽  
Vol 50 (7) ◽  
pp. 972-976 ◽  
Author(s):  
P. F. Barrett ◽  
W. J. Jacobs

The kinetics of the thermal insertion reaction of SnCl2 with the metal–metal bonded complex (π-C5H5)2Fe2(CO)3P(OC6H5)3 have been studied by following the change in the visible spectrum in THF over the temperature range 40.0 to 55.0 °C. The data are consistent with a two-stage mechanism involving the formation of an intermediate in which the iron–iron bond has been broken but the carbonyl bridges are left intact. From the activation enthalpy of 23.4 ± 0.5 kcal/mol for the formation of the intermediate it is concluded that the triphenyl phosphite has brought about a weakening of the iron–iron bond.


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